Ethanol → HCID 15057456, compound

HRID 1930072Notes

Reaction equation

HRID 1930072 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.Cl.[NH2:12][OH:13].CCO.[OH-].[Na+]>O>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1/[CH:4]=[N:12]/[OH:13]

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 737702,4-DifluorobenzaldehydeHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 15057456HCID 15057456, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2,4-Difluorobenzaldehyde (2.27 g, 16.0 mmol) and hydroxylamine hydrochloride (6.67 g, 96.0 mmol) were added to EtOH (25 mL) and water (25 mL) along with about 40 g of ice. The mixture was stirred and 50% aqueous NaOH (7.68 g, 96 mmol) was added dropwise. The mixture was stirred at ambient temperature for about 15 min then the solid was collected by filtration, washed with water (10 mL) and dried to give the title compound (1.25 g, 50%): 1H NMR (DMSO-d6) δ 11.58 (d, 1H), 8.18 (s, 1H), 7.78 (m, 1H), 7.33 (m, 1H), 7.14 (m, 1H).

Workup

  1. stirringThe mixture was stirred at ambient temperature for about 15 min
  2. filtrationthe solid was collected by filtration
  3. washwashed with water (10 mL)
  4. customdried

Sources & evidence

ORD record
ord-93de13f838944a1e92c56e6473d6b1cf
Source dataset
uspto-grants-2012_05
Patent number
US08188083B2

Reaction notes

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